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Beach house vacation rentals in Siesta Key

Find and book unique beach houses on Airbnb

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Popular amenities for Siesta Key beach house rentals

Beach house rentals with a pool

Guest favorite
Home in Sarasota
4.97 out of 5 average rating, 68 reviews

Sun-filled cottage with pool, walk to beach

MichaelRating, 5 stars2 weeks ago
We loved our recent stay here! We had a bit of a challenge with lots of rainy weather so having a BEAUTIFUL backyard with synthetic grass and an amazing pool SAVED THE DAY(S). We ran outside with every break in the weather and the kids stayed as happy as can be. The home not only looked clean, but FELT clean and the decor was tasteful and didn’t feel overly beach kitschy- as we’ve run into before. Hoping to be back next year!
Top guest favorite
A screened-in pool area features a sparkling pool surrounded by a spacious patio. Lounge chairs provide seating options, while colorful floaties rest on the water's surface. The backyard is lined with lush greenery, offering a sense of privacy and relaxation.
Home in Sarasota
4.98 out of 5 average rating, 141 reviews

Gorgeous Home / Heated Pool and Spa

svitlanaRating, 5 stars2 weeks ago
Another great stay at this house! Love the location, very clean throughout, has everything you would need and more. We spent most of our time in covered outdoor area which has lots of seating options, the pool/hot tub is perfect! The only small issue we had was the door to the pool does not lock securely, therefore adding a safety risk if you have young children. It needs to have an added safety lock on top or something to that nature.
Top guest favorite
Home in Bradenton
5 out of 5 average rating, 32 reviews

Just 5 miles to Anna Maria Island Beaches + IMG!

AddisonRating, 5 stars1 week ago
This is a wonderful house. The pool and hot tub plus the close proximity to the beach helped make it a great vacation. Highly recommend. Thank you!
Top guest favorite
A large heated saltwater pool is enhanced by colorful floating rings. A waterfall feature adds a calming effect while lounge chairs are positioned nearby. The patio area is visible, furnished with multiple seating options, and surrounded by lush greenery and sunny skies.
Home in Bradenton
5 out of 5 average rating, 38 reviews

Heated Pool |Game Room|SmartTVs|King Beds|Sleeps14

BeckyRating, 5 stars1 week ago
We had a wonderful stay at this beautiful home. This home is super clean, well styled, and spacious. The backyard oasis is amazing - very private and quiet. The location is great; the home is close to all amenities as well as the beach. Communication with the host was exceptional. Dana is super responsive and very friendly and accommodating. I highly recommend booking this home!
Superhost
Home in Siesta Key
5 out of 5 average rating, 5 reviews

Fully Remodeled Siesta Water Front Private Villa

NatalieRating, 5 stars2 months ago
The house was wonderful! Great comfy beds. Kitchen has everything and more that you will need. The host was very quick to respond and provide a couple things that needed to be fixed. The house has great amenities. My son had a wonderful time fishing every day with provided gear. And we loved the kayaks and paddle boards! The community pool wasn’t as welcoming as we had hoped and the walk to the beach is a little further than expected, although beautiful! We really enjoyed our stay. It felt like home! We really appreciated the easy check out list. Not as complicated as some other stays we have had.
Guest favorite
A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.
Home in Indian Beach-Sapphire Shores
4.93 out of 5 average rating, 121 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

KarissaRating, 5 stars1 month ago
This spot was perfect! We traveled with our two young children and parents. Having the two separate spaces made the whole vacation a breeze. The pool and outside area was beautiful. Any questions we had were quickly answered and we will definitely book this spot again when we come back. Close to everything but very private!
Guest favorite
A private heated pool is featured in a landscaped outdoor area, surrounded by smooth stone tiles. Colorful plants add vibrancy to the space, while a flowing water feature enhances the serene atmosphere.
Home in Holmes Beach
4.94 out of 5 average rating, 107 reviews

The Peachy Beach House, steps to the gulf

JamieRating, 5 stars1 month ago
We had the most wonderful 5 days here. House and pool were amazing. Heated outdoor shower was great for after the beach. Beach is less than a 5minute walk away. We walked there several times at sunset and got beautiful photos. restaurants and shopping near by. we will definitely be back!
Guest favorite
A well-maintained outdoor space showcases a private heated pool surrounded by a spacious patio. Lounge chairs and a dining area are positioned under a covered patio, while tropical landscaping adds a natural touch to the ambiance.
Home in Siesta Key
5 out of 5 average rating, 12 reviews

Barefoot Bungalow W/Heated pool

AaronRating, 5 stars1 month ago
Barefoot bungalow was amazing! Location is very convenient. One block away from the beach and one block away from all the amenities downtown. We rented a golf cart and really didn’t have to use our rental car until we went back to the airport. You can walk to everything, but my kids loved riding around in the golf cart. You can drive around the whole island. Siesta key lives up to its billing as a top beach in the United States, and the barefoot bungalow was an amazing place to stay for our family of five. I would definitely stay there again!

Beachfront house rentals

Top guest favorite
A modern, one-story villa is showcased with a light-colored exterior. The front door is flanked by tropical palm trees and vibrant landscaping. A paved driveway leads to an attached garage, enhancing accessibility in this coastal retreat.
Home in Sarasota
5 out of 5 average rating, 18 reviews

Ground floor home 2BD2BA garage Pool Private beach

ChelseaRating, 5 stars1 week ago
This was a fantastic trip. My husband and I really had the best week staying at Amy’s place in Siesta Key. Everything was exactly as described in her VERY thorough pre-trip communication. One of the easiest and nicest trips we’ve ever taken through Airbnb. Will 100% book with her again and recommend to friends and family.
Superhost
A large heated pool is surrounded by a spacious limestone deck, furnished with lounging chairs and tropical plant arrangements. Sunlight reflects off the clear water, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment in a private outdoor setting.
Home in Siesta Key
4.96 out of 5 average rating, 27 reviews

Canal home short walk to Beach & Village, Heated P

CarlyRating, 5 stars25 months ago
Can’t say enough good things about the house and Steven. The house was beautiful, it was everything we could’ve wanted and to have the additional beach supplies readily available was amazing! Steven answered so quickly and was happy to help however he could. 10/10 for us!!
Guest favorite
Four colorful Adirondack chairs are arranged on a grassy area, facing the ocean. A small table is positioned between the chairs, with the blue skies and calm waters visible in the background.
Home in Anna Maria
5 out of 5 average rating, 6 reviews

Casa Cay by Duncan Real Estate

BrittneeRating, 5 stars3 weeks ago
This was the perfect spot for a relaxing getaway with my best friends. The house was spotless and had everything we could possibly need. A major bonus was that each bedroom had its own bathroom—an absolute must for a girls’ trip! The shared living space offered beautiful views, and we were lucky enough to see dolphins swimming by every afternoon around 3:00 PM. We even left some cute floats for the next guests to enjoy while relaxing in the calm waters. I’ll definitely be bringing my family next time and hope this place is available when we return!
Superhost
A vibrant outdoor area features a cozy splash pool surrounded by a stylish deck. Colorful pink lounge chairs are arranged nearby, and a large, eye-catching mural depicting marine life and a ship creates a captivating backdrop.
Home in Siesta Key
4.8 out of 5 average rating, 107 reviews

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

StaceyRating, 5 stars2 weeks ago
Probably one of the best locations around. 2 minute walk to all the major restaurants, shops and grocery store. 5 minute walk to beach. Our teenagers enjoyed the spacious place with having their own rooms and bathroom to share. Hot tub was nice on the cooler rainy evenings to relax in. The place was as described though a bit more worn in then the pictures showed but still a nice place to rest in the evening, sleep and cook up breakfast before spending the day at the beach.
Guest favorite
The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.
Home in Anna Maria
4.94 out of 5 average rating, 18 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

AndyRating, 5 stars1 month ago
Great place. Very clean and private. Easy walk to the beach. Hope to stay here again.
Guest favorite
An outdoor area features a crystal-clear pool surrounded by paver stones. A set of six wooden chairs and a table are positioned nearby, complemented by two lounge chairs. The exterior of the vacation home displays a vibrant blue-green facade with large windows reflecting the sunlight.
Home in Anna Maria
5 out of 5 average rating, 8 reviews

Sea Shack - 2bd/2ba POOL Home

LaurenRating, 5 stars2 weeks ago
A perfect vacation, the house is equipped with everything you could need. Super clean and our host was very kind at all times.
Guest favorite
A sandy path meanders through lush palm trees and greenery, leading towards the beach. Sunlight filters through the foliage, creating a warm, inviting appearance. The horizon is visible in the distance, marking the transition from land to sea.
Home in Sarasota
4.87 out of 5 average rating, 52 reviews

3bed/2bath Townhouse with Pool & close to Beach

TanyaRating, 5 stars2 weeks ago
What an amazing experience. Host was so helpful when my daughter left her AirPods behind, she helped us retrieve them! Definitely would recommend!!!
Guest favorite
A spacious pool area features a large, oval-shaped swimming pool surrounded by multiple lounge chairs. The light-colored patio is lined with tropical plants. A shaded umbrella stands near the seating area, complemented by the inviting blue exterior of the single-level beach house.
Home in Holmes Beach
5 out of 5 average rating, 15 reviews

One Level Large Home 2 Minute Walk to the Beach!

JoannaRating, 5 stars1 month ago
From the minute you get there the grounds are beautifully kept, crisp and lush. Inside was immaculate and the fenced, private backyard with pool did not disappoint. Tropical landscape, a variety of comfy options for relaxing or dining and the pool was perfect! We paid extra to have it heated and it was totally worth it…especially for my young children(3 and 7) to swim and not shiver:-). This place has a nice light, airy, relaxed, indoor outdoor vibe! My parents traveled with us as well and also loved it! The very short walk to the beach was perfect and opened up to this beautiful, seemingly private beach. You could see the public beach down a bit where there were quite a few umbrellas, but no one around where we were. Very nice! The neighborhood was beautiful and quiet as well. Communicating with the host was very easy and she always responded. We had a great vacation and will definitely be back.

Private beach house rentals

Guest favorite
An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.
Home in Sarasota
4.94 out of 5 average rating, 71 reviews

2 BR House 1.6 miles from Siesta Key Beach

MaryRating, 5 stars3 weeks ago
This home was amazing and loved it, host was very nice and responded quickly every time.
Top guest favorite
Home in Siesta Key
5 out of 5 average rating, 15 reviews

The Shore House Private Dock Hot Tub

CeciliaRating, 5 stars1 day ago
Great house and wonderful location. Decorated in perfect style for Siesta Key. The bikes at the property were helpful in getting around. Close to the beach, shopping, restaurants, but very chill and quiet when home. Highly recommend this house, Jenni as the host and their caretaker, Ritchie. What a fantastic vacation destination!
Top guest favorite
A welcoming outdoor space features a heated pool surrounded by lounge chairs, with a modern fire pit at the center and a large dining area nearby. String lights create a cozy atmosphere as palm trees provide natural privacy, framed by a tranquil sunset sky.
Home in Bradenton
5 out of 5 average rating, 14 reviews

*New* Pool, fire pit, guest house, bunks-near AMI

AmyRating, 5 stars1 week ago
INCREDIBLE. This home was a mile beyond any other place we have stayed. It was exactly as described and yet exceeded every expectation. It is obvious Rosa has taken great pride to make this a 5-star stay. The real gem is the pool and hot tub. The backyard had it all and was perfect for family fun or a night time soak. Thanks for a fabulous, fun-in-the-sun week!
Top guest favorite
A tropical backyard features a heated saltwater pool surrounded by palm trees and vibrant landscaping. Lounge chairs are arranged beside the pool, and an outdoor covered seating area with colorful chairs provides a relaxing retreat. A light-colored home stands in the background.
Home in Holmes Beach
4.97 out of 5 average rating, 31 reviews

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart

AmandaRating, 5 stars1 week ago
Ross and Hannah’s place was great for our family if 5! The pool with tv set up was amazing for our kiddos many movies in the pool during the week made it so much fun! We also loved the convenience of using the golf cart, was so close to shops and restaurants (we only used our rental car once to go to Cortez)! Hannah was also very quick to respond and s gracious host. We would recommend to families coming to ami- a good value!!
Guest favorite
An open living area features two large gray couches arranged around a coffee table. A flat-screen TV is mounted on the wall above a modern fireplace. Dark curtains frame the sliding glass doors, which offer a view of the outdoor heated pool and lanai.
Home in Sarasota
4.93 out of 5 average rating, 14 reviews

Heated Pool, Boat Launch, Sleeps 10!

RebeccaRating, 5 stars1 week ago
Great place for a large group or family to stay! Open concept kitchen and living room and we all loved that there was a real bar in the middle and space for people to hang out. The pool was warm and the location is central to all the Sarasota area and beaches. Tons of local shops and restaurants. Parking was plenty for four cars.
Top guest favorite
The property is surrounded by lush greenery, featuring a spacious driveway leading to a single-story home. Tall palm trees and various plants are visible in the yard, creating a tropical ambiance. The structure is situated in a serene neighborhood, showcasing nature's beauty.
Home in Osprey
4.96 out of 5 average rating, 47 reviews

Creekside Paradise I

MichaelRating, 5 stars3 months ago
If you are looking to stay in Sarasota, this is an amazing place. Beyond having the best equipped kitchen we've ever seen in an AirBnB, our hosts were incredibly responsive in addressing any other needs we had. This property felt like home by the time we left, and we have no problems recommending it to anyone!
Guest favorite
A charming yellow house is surrounded by lush tropical foliage, featuring various palm trees and vibrant greenery. A sandy pathway leads to the front entrance, while a gravel driveway provides easy access to the property. Fencing adds privacy to the outdoor area.
Home in Sarasota
4.83 out of 5 average rating, 29 reviews

Florida Cove Cottage - 2BD/2BA in the heart of SRQ

CharlotteRating, 5 stars1 month ago
We had an amazing stay at this fabulous beach house. Such a gorgeous property and even better than the photos! Would 100% return if we came back to Sarasota!
Top guest favorite
A spacious family room is presented with a large sectional couch, accented by colorful pillows. A 60-inch smart TV is mounted on a blue accent wall, showcasing a tropical scene. The dining area is visible in the background, featuring a table with light-colored chairs under modern lighting.
Home in Siesta Key
5 out of 5 average rating, 25 reviews

New Villa on Siesta Key! Pool & Walkable to Beach

RachelRating, 5 stars1 week ago
This beautiful home is tucked away in a private neighborhood with quiet surroundings and privacy. The home was clean, comfortable, beautifully decorated, and had a large outdoor space/screened in patio with many seating options. The public beach access is just a short walk or drive away. Marc provides you with all of the beach essentials. Chairs, umbrella, beach wagon, toys, and two bikes which we didn't get to use. Also there is a high chair and pack and play provided which was very convenient when traveling with a small child. There is a public trolley that runs everyday until 10pm. The pick up is just a short walk outside the neighborhood. It takes you to the village where there are many restaurants/bars and shopping. I highly recommend Marc's place for anyone that wants to enjoy the beautiful island of siesta key. Marc is an incredible and responsive host that goes above and beyond to make sure his guest are well taken care of!

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